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Diethylene glycol bis(3-aminopropyl) ether
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  • Name Diethylene glycol bis(3-aminopropyl) ether
  • EINECS224-207-2
  • CAS No. 4246-51-9
  • Density1.001 g/cm3
  • PSA79.73000
  • LogP1.13440
  • SolubilityN/A
  • Melting Point-32 °C
  • FormulaC10H24 N2 O3
  • Boiling Point310.6 °C at 760 mmHg
  • Molecular Weight220.312
  • Flash Point148 °C
  • Transport InformationUN 2735
  • Appearanceclear colorless to light yellow liquid
  • SafetyModerately toxic by skin contact. Mildly toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. See also GLYCOL ETHERS.
  • Risk Codes34
  • Molecular Structure
    Molecular Structure of 4246-51-9 (4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE)
  • Hazard SymbolsCorrosiveC
  • SynonymsCorrosiveC
  • Article Data6

Diethylene glycol bis(3-aminopropyl) ether Synthetic route

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

Conditions
ConditionsYield
With ammonia; nickel at 110℃; under 58840.6 Torr; Hydrogenation;
With hydrogen; nickel In propan-1-ol
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

B

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

C

111-46-6

diethylene glycol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt In water at 60℃; under 42133 Torr; for 4h; Product distribution / selectivity;
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

aminopropyldiaminopropyldiethyleneglycol

B

C16H38N4O3

C

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

D

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt In methanol at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In DMF (N,N-dimethyl-formamide) at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In tert-butyl methyl ether at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
...Expand
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

aminopropyldiaminopropyldiethyleneglycol

B

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

C

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt at 125℃; under 47304.6 Torr; for 4h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In tetrahydrofuran at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

B

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt In tert-butyl methyl ether at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In tetrahydrofuran at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
929-75-9

2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine

1073123-93-9

1(4)-methoxy-7,10,13-trioxa-3,17-diaza-1(2,6)-pyridinaoctadecacyclophan-2,17-diene

A

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

B

1073123-92-8

1(4)-methoxy-6,9,12-trioxa-3,15-diaza-1(2,6)-pyridinahexadecacyclophan-2,15-diene

Conditions
ConditionsYield
In d(4)-methanol at 20℃; for 12h;
75-15-0

carbon disulfide

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

1-isothiocyanato-3-(2-(2-(3-isothiocyanatopropoxy)ethoxy)ethoxy)propane

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4,7,10-trioxa-1,13-diaminotridecane With triethylamine In ethanol at 20℃;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 0.25h; Further stages.;		100%
Stage #1: carbon disulfide; 4,7,10-trioxa-1,13-diaminotridecane With triethylamine In N,N-dimethyl-formamide at 0℃;
Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.25h;
108-55-4

glutaric anhydride,

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

1411773-83-5

C20H36N2O9

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 0.5h;100%
4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

C23H28N2O3

C30H48N2O6

Conditions
ConditionsYield
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;100%
4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

24424-99-5

di-tert-butyl dicarbonate

194920-62-2

tert-butyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate

Conditions
ConditionsYield
In 1,4-dioxane Inert atmosphere;99%
In 1,4-dioxane98%
In 1,4-dioxane; water at 20℃; for 17h;96%

Diethylene glycol bis(3-aminopropyl) ether Chemical Properties

Product Name:DIETHYLENE GLYCOL DI(3-AMINOPROPYL) ETHER(4246-51-9)
CAS No:4246-51-9
Molecular Formula : C10H24N2O3
Formula Weight : 220.31
MP : -32 °C 
BP : 146-148 °C4 mm Hg(lit.)
Density : 1.005 g/mL at 25 °C(lit.)
Refractive index : n20/D 1.464(lit.)
Fp : >230 °F
Synonyms of DIETHYLENE GLYCOL DI(3-AMINOPROPYL) ETHER(4246-51-9):BIS[2-(3-AMINOPROPOXY)ETHYL] ETHER;DIETHYLENE GLYCOL BIS(3-AMINOPROPYL) ETHER;DCA 221;ALPHA, OMEGA,-BIS-(3-AMINOPROPYL)-DIETHYLENEGLYCOL ETHER;4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE;1,13-DIAMINO-4,7,10-TRIOXATRIDECANE;3,3'-OXYBIS(ETHYLENE-OXY)BIS(PROPYLAMINE);O,O'-BIS(3-AMINOPROPYL)DIETHYLENE GLYCOL
Molecular Structure of DIETHYLENE GLYCOL DI(3-AMINOPROPYL) ETHER(4246-51-9):

Diethylene glycol bis(3-aminopropyl) ether Toxicity Data With Reference

1.   

orl-rat LD50:4290 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.
2.   

skn-rbt LD50:2500 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.

Diethylene glycol bis(3-aminopropyl) ether Consensus Reports

Diethylene glycol di(3-aminppropyl) ether was reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

Diethylene glycol bis(3-aminopropyl) ether Safety Profile

Moderately toxic by skin contact. Mildly toxic by ingestion. When Diethylene glycol di(3-aminppropyl) ether was heated to decomposition, it emits toxic fumes of NOx. See also GLYCOL ETHERS.
Hazard Codes : C
Risk Statements : 34
Safety Statements : 26-36/37/39-45
RIDADR : UN 2735 8/PG 3
WGK Germany : 2
RTECS : ID6475000
F : 10-34
HazardClass : 8
PackingGroup : III

Diethylene glycol bis(3-aminopropyl) ether Specification

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C 
Risk Phrases:
R 34 Causes burns. 
R 52/53 Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S 36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). 
S 61 Avoid release to the environment. Refer to special instructions/safety data sheets. 
WGK (Water Danger/Protection)
CAS# 4246-51-9: 2
Canada
CAS# 4246-51-9 is listed on Canada's DSL List
US Federal
TSCA
CAS# 4246-51-9 is listed on the TSCA Inventory.
 
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